CN101429321A - Method for producing high-solid content low-viscosity polymer polylol - Google Patents
Method for producing high-solid content low-viscosity polymer polylol Download PDFInfo
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- CN101429321A CN101429321A CNA2008101523294A CN200810152329A CN101429321A CN 101429321 A CN101429321 A CN 101429321A CN A2008101523294 A CNA2008101523294 A CN A2008101523294A CN 200810152329 A CN200810152329 A CN 200810152329A CN 101429321 A CN101429321 A CN 101429321A
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Abstract
The invention relates to a method for preparing polymer polyol with high solid content and low viscosity. The method adopts an intermittent method or a continuous method, and uses a basic polyether polyol as a continuous phase to perform in situ polymerization on a vinyl monomer, polyether polyol, a dispersing agent, and a chain transfer agent under the action of a free radical initiator to produce the polymer polyol with high solid content and low viscosity; or the method uses a certain amount of the polymer polyol with target solid content as a substrate material, mixes the raw materials such as the basic polyether polyol, the free radical initiator, the vinyl monomer, the dispersing agent, and the chain transfer agent evenly according to certain mixture ratio, and adds the mixture to the substrate material continuously to be polymerized so as to obtain the polymer polyol with high solid content and low viscosity. The polymer polyol produced by the method has the advantages of low viscosity, stable dispersion of solid particles, small average particle size of the solid particles, and even particle size. The polymer polyol improves the physical mechanical properties of products applying the polymer polyol, and has wide application range.
Description
Affiliated technical field
The present invention relates to the preparation method of two kinds of polymer polyatomic alcohols, the present invention relates to the method that intermittence and continuous processing prepare high solids content, low viscosity polymer polyvalent alcohol specifically.
Background technology
Polymer polyatomic alcohol is a kind of novel polyether raw material that the development with the urethane foam Application Areas emerges.It is used in the hardness that can improve polyurethane foam in the urethane foam as a kind of SOLID ORGANIC filler, improve the foam over-all properties, be mainly used to production high-mechanic, high resilience block foam, the soft bubble of molding etc., be used at the bottom of seat cushions, backrest, cushion material, mattress, the underlayment and automobile decoration piece etc.
Polymer polyatomic alcohol is a kind of novel modified polyether polylol.It is to be the polyether-modified kind that parent makes through the vinyl monomer-grafted polymerization with the polyethers, and it had both kept the original flexibility of polyether backbone, had some characteristic of branched ethylene based polyalcohol again, thereby the rerum natura of polyurethane product is improved.
Polymer polyatomic alcohol belongs to polymer blend, and product is a dispersion liquid, wherein contains 3 kinds of polymkeric substance: (1) unmodified polyether glycol or basic polyethers; (2) ethylenic copolymer dispersion; (3) grafted polyether polyol of ethylenic copolymer modification.These dispersive organic solid particulate have mainly act as the effect of gas nucleator, make bubble even, have improved foam process; On cell wall, play attenuation, make the abscess ratio be easier to open, form open celled foam, increase percentage of open area; These have the chemical bond combination attached to the graft copolymer particulate on the urethane network between network, improved foam network strength and supporting capacity greatly, and are little to other physical and mechanical properties influence of foam simultaneously.
The major objective of preparation polymer polyatomic alcohol is exactly to obtain high solids content, alap viscosity and better products stability, with the use of the raising of satisfying automation degree of equipment and complexity, large volume foam production equipment.
In order to obtain quality better polymerization thing polyvalent alcohol product, people have carried out number of research projects, and new technology also continues to bring out.
A kind of preparation method of polymer polyatomic alcohol is disclosed among the Chinese patent CN1583828A.The document is to have adopted semi continuous operation, with a kind of basic polyether glycol is external phase, with the macromonomer is dispersion agent, with the mixture of Virahol and lauryl mercaptan as compound chain-transfer agent, under the effect of Diisopropyl azodicarboxylate, one or more vinyl monomers of in-situ polymerization, the polymer polyatomic alcohol of formation stable dispersion.It is that polymer polyatomic alcohol with certain solid content is a bed material, and the raw material back that is mixed is added continuously, and wherein basic polyether glycol is the soft bubble polyether glycol of three-functionality-degree.
Chinese patent CN1188449C provides a kind of preparation high stability, the continuation method of low viscosity polymer polyvalent alcohol, the document is owing to adopt molecular weight 500～12000, hydroxy functionality is 2～6, the weight content of oxyethane is that 2～9.9% polyoxygenated hydrocarbon polyether glycol is a raw material, the preferred toluene that uses, mercaptan or Virahol are made solvent, allow this solvent in reaction process, play the effect of reaction control agent simultaneously, control the content of big monomer in polymer polyatomic alcohol, make the polymer polyatomic alcohol that makes both can obtain low solid content, also can obtain high solid content, make the polymer polyatomic alcohol that makes possess high stability simultaneously, low viscosity, the advantage that color is white, porous plastics with this polymer polyatomic alcohol makes has the elongation at break height simultaneously, the characteristics that tensile strength is good and load is high.
U.S. Pat 4242294 discloses a kind of improving one's methods of polymer polyatomic alcohol that prepare, the use of preformed stabilizers can make the polymer polyatomic alcohol that has than high-phenylethylene and high solid content, and allow to use the polyvalent alcohol of lower molecular weight, the viscosity that these ready-formed stablizers are 25 ℃ generally surpasses 40000mPa.s, and induces that polymerization forms in the unsaturated polyol by vinylbenzene-styrene mixture containing.In the preparation of the finished product, the consumption of preformed stabilizers is little, is no more than 5%.
Summary of the invention
Some problems that reflect from present existing technology and production process also are necessary further to solve the quality problems of polymer polyatomic alcohol, the one, and the problem that product viscosity is big; The 2nd, when taking off residual monomer, there is by product tetramethyl succinonitrile xln to separate out blocking pipe in the production process; The 3rd, tetramethyl succinonitrile toxic residual in the product is big.
The preparation method who the purpose of this invention is to provide one or both polymer polyatomic alcohols, it is a kind of batch technology of high solids content, low viscosity, little median size and processing method that continuous processing prepares polymer polyatomic alcohol of preparing.The polymer polyatomic alcohol that makes with this method has low, the good stability of (1) viscosity; (2) little, the epigranular of median size; (3) the polyurethane foam hardness that makes with this polymer polyatomic alcohol is big, rebound degree good; (4) range of application is wide; (5) there is not the generation of xln by product in the building-up process; (6) there is not hypertoxic xln residual in the product.
Technical scheme of the present invention is that (1) adopts the interrupter method operation, with a kind of basic polyether glycol is external phase, make vinylbenzene, vinyl cyanide, polyether glycol, dispersion agent, chain-transfer agent under the effect of radical initiator azo-bis-iso-dimethyl, in-situ polymerization makes; (2) adopt the continuous processing operation, polymer polyatomic alcohol with a certain amount of target solid content is a bed material, raw material basis polyether glycol, radical initiator, vinyl monomer, dispersion agent, chain-transfer agent are mixed the back according to a certain ratio and add continuously, the viscosity of the polymer polyatomic alcohol product that this method makes is lower than the viscosity of the polymer polyatomic alcohol product that interrupter method makes, and size range is wideer.The solid content of above resulting polymers polyvalent alcohol is 42～47%.
The polyethers that the present invention is used for preparing polymer polyatomic alcohol can be used a kind of in glycerine, TriMethylolPropane(TMP), the tetramethylolmethane, and molecular weight is 500～8000, and is preferred 2000～5000, and hydroxy functionality is 2～6, and preferred 2～4.Polyether chain is made of propylene oxide and ethylene oxide unit.The content of oxyethane is 5%～25% in the polyethers, and the content of optimization ethylene oxide is 10%～20%.Oxide compound can separately add to form block and end-blocking, also can sneak into and carry out random copolymerization, and to obtain a certain amount of primary hydroxyl, hydroxyl value is 56.
The used dispersion agent of preparation polymer polyatomic alcohol is to carry out esterification by polyether glycol and maleic anhydride to generate the polyethers half ester, and with propylene oxide or ethylene oxide-capped, the intensification isomerization is finished again, and its consumption is 1%～10% of a product gross weight.
Be applicable to that vinyl monomer of the present invention is the mixture of vinylbenzene and vinyl cyanide, its ratio is 80/20 to 20/80, preferred 70/30 to 50/50.
The radical initiator that polymerization causes is selected azo-bis-iso-dimethyl for use, and it decomposes evenly, and the comparatively suitable transformation period is arranged in the temperature range of graft polymerization, the efficiency of initiation height, compare with the peroxide initiator, do not produce acid in its decomposition course, the acid number of product is not had influence; Compare with Diisopropyl azodicarboxylate commonly used, it does not have the highly toxic product by product to generate, and postprocessing working procedures does not have xln to separate out in the production process; Its consumption of preparation polymer polyatomic alcohol is 0.2～1.0% of a product gross weight, is preferably 0.3～0.5% of product gross weight.
In the polymer polyatomic alcohol manufacturing process, chain-transfer agent can be controlled the length of grafting section, regulate the length of grafting section chain, regulate vinylbenzene and acrylonitrile polymerization particulate size and smooth surface degree equally, to the viscosity reduction of polymer polyatomic alcohol, filterableness with stablely all play good effect.But the existence of chain-transfer agent can weaken the graft reaction between polymkeric substance and the polyethers.The chain-transfer agent of selecting for use in the polyreaction can be lauryl mercaptan, Virahol, propyl carbinol, 2-butanols, benzene, toluene, alkyl halide and enol-ether.The lauryl mercaptan that preferably has higher chain transfer activity, consumption are 0.1～1.0% of product gross weight, preferred 0.2～0.8%.
It is a kind of polymer polyatomic alcohol identical with the target solid content that continuous processing prepares the selected bed material of polymer polyatomic alcohol, and this bed material can also can be selected from the prepared polymer polyatomic alcohol product of continuous processing from prepared polymer polyatomic alcohol in the batch technology.The add-on of bed material is 10～50% of a product gross weight, preferred 10～30%.
The temperature of reaction of graft polymerization should be at least 90 ℃, preferred 100～125 ℃.Reaction can be carried out in the unlimited system under atmospheric pressure, also can carry out under rare gas element (for example nitrogen) atmosphere.Keep inert atmosphere in the preferred system always, and make maintenance pressure-fired in the system.
Embodiment
Raw material
Polyether glycol A: by hydroxy functionality is 3 glycerine and the polyethers of propylene oxide and reacting ethylene oxide preparation, and the ethylene oxide content of polyethers is 16.5% (weight), and hydroxyl value is 56.
Polyether glycol B: by the polyethers of TriMethylolPropane(TMP) and propylene oxide and reacting ethylene oxide preparation.Wherein the content of oxyethane is 18% (weight), and hydroxyl value is 26.
Polyether glycol C: by making the polyethers of tetramethylolmethane and propylene oxide and reacting ethylene oxide preparation.Wherein the content of oxyethane is 14.0% (weight), and hydroxyl value is 34.
Dispersion agent SA-01: by using the reaction of polyether glycol B and maleic anhydride, carry out end-blocking with oxyethane then, carry out high temp isomerizing again and make, the degree of unsaturation of dispersion agent is 0.045, and hydroxyl value is 36.Dispersion agent SA-02: by using the reaction of polyether glycol C and maleic anhydride, carry out end-blocking with oxyethane then, carry out high temp isomerizing again and make, the degree of unsaturation of dispersion agent is 0.06, and hydroxyl value is 34.
Radical initiator: azo-bis-iso-dimethyl,
Chain-transfer agent: lauryl mercaptan,
The preparation method of polymer polyatomic alcohol:
Method 1: with most basic polyether glycol A, join in the reactor that whipping appts, feeder, thermometer are housed, nitrogen replacement three times is so that intrasystem oxygen content reaches requirement of experiment.Material in the reactor is heated up, when temperature-stable during at 115 ℃, by certain feed rate pan feeding.Charging is formulated by remaining basic polyethers A, vinylbenzene, vinyl cyanide, radical initiator, dispersion agent and chain-transfer agent.Behind reinforced the finishing, slaking 2 hours, the decompression degassing 2 hours, in the entire reaction course, temperature preferably is controlled at 115 ± 5 ℃.Cooling discharge.
Method 2: the polymer polyatomic alcohol of a certain amount of target solid content is joined in the reactor that whipping appts, feeder, thermometer side band discharge port are housed, and nitrogen replacement three times is so that intrasystem oxygen content reaches requirement of experiment.Material in the reactor is heated up, when temperature-stable during at 115 ℃, by certain feed rate pan feeding.Charging is formulated by basic polyethers A, vinylbenzene, vinyl cyanide, radical initiator, dispersion agent and chain-transfer agent.The residence time is controlled at 20～100min.Liquid level is raised to the side discharge port in the question response still, and feed liquid enters into second reactor, behind reinforced the finishing, and slaking 2 hours, the decompression degassing 2 hours, in the entire reaction course, temperature preferably is controlled at 115 ± 5 ℃.Cooling discharge.
Specific examples 1: employing method 1, in reactor, add basic polyether glycol A 240g, nitrogen replacement three times, and the material in the reactor is heated up, when temperature reaches 115 ℃, by certain feed rate pan feeding.Feed composition: vinyl cyanide 100g, vinylbenzene 229g, initiator 2.2g, chain-transfer agent 2.8g, dispersion agent SA-01 21g, basic polyether glycol A105g.The residence time is controlled at 60min, the reinforced post curing 2 hours that finishes, and the decompression degassing, cooling discharge gets polymer polyatomic alcohol A.
Specific examples 2: employing method 1, in reactor, add basic polyether glycol A 240g, nitrogen replacement three times, and the material in the reactor is heated up, when temperature reaches 115 ℃, by certain feed rate pan feeding.Feed composition: vinyl cyanide 100g, vinylbenzene 229g, initiator 2.2g, chain-transfer agent 2.8g, dispersion agent SA-02 21g, basic polyether glycol A105g.The residence time is controlled at 60min, the reinforced post curing 2 hours that finishes, and the decompression degassing, cooling discharge gets polymer polyatomic alcohol B.
Specific examples 3: employing method 2 adds the polymer polyatomic alcohol 300g of target solid content, and the material in the reactor is heated up, when temperature reaches 115 ℃, by certain feed rate pan feeding in reactor.Feed composition: vinyl cyanide 100g, vinylbenzene 229g, initiator 2.2g, chain-transfer agent 2.8g, dispersion agent SA-02 21g, basic polyether glycol A345g.The residence time is controlled at 60min, the reinforced post curing 2 hours that finishes, and the decompression degassing, cooling discharge gets polymer polyatomic alcohol C.The quality index of polymer polyatomic alcohol sees the following form.
Polymer polyatomic alcohol A, B, C quality index
Claims (9)
1, a kind of preparation method of high-solid content low-viscosity polymer polylol, the operation of employing interrupter method, be to be external phase with basic polyethers, make vinyl monomer, polyether glycol, dispersion agent, chain-transfer agent under action of free radical initiator, in-situ polymerization and making, this polymeric reaction temperature is 100～125 ℃, and the reaction times is 2-3 hour, and the decompression cooling obtains product of the present invention.
2, a kind of preparation method of high-solid content low-viscosity polymer polylol, the operation of employing continuous processing, with the subject polymer polyvalent alcohol is bed material, raw material basis polyether glycol, radical initiator, vinyl monomer, dispersion agent, chain-transfer agent are mixed the back according to a certain ratio and add continuously, polymerization makes, this polymeric reaction temperature is 100～125 ℃, and the reaction times is 2-3 hour, and the decompression cooling obtains product of the present invention.
3, the preparation method of high-solid content low-viscosity polymer polylol according to claim 1 and 2, it is characterized in that: described dispersion agent is by using the reaction of polyether glycol and maleic anhydride, carry out end-blocking with oxyethane then, the intensification isomerization makes, wherein polyether glycol is that wherein the content of oxyethane is 10～20% weight parts by polyethers and propylene oxide and reacting ethylene oxide preparation.
4, the preparation method of high-solid content low-viscosity polymer polylol according to claim 3 is characterized in that: described polyethers can be used a kind of in glycerine, TriMethylolPropane(TMP), the tetramethylolmethane, and molecular weight is 500～8000, and hydroxy functionality is 2～6.
5, the preparation method of high-solid content low-viscosity polymer polylol according to claim 2 is characterized in that: described vinyl monomer is the mixture of vinylbenzene and vinyl cyanide, and its amount ratio is 80/20～20/80.
6, the preparation method of high-solid content low-viscosity polymer polylol according to claim 1 and 2, it is characterized in that: described chain-transfer agent is a kind of in lauryl mercaptan, Virahol, propyl carbinol, 2-butanols, benzene, toluene, alkyl halide, the enol-ether, and consumption is 0.1～1.0% of a product gross weight.
7, the preparation method of high-solid content low-viscosity polymer polylol according to claim 3 is characterized in that: the consumption of described dispersion agent is 1%～10% of a product gross weight.
8, the preparation method of high-solid content low-viscosity polymer polylol according to claim 1 and 2 is characterized in that: described radical initiator is an azo-bis-iso-dimethyl, and its consumption is 0.2～1.0% of a product gross weight.
9, the preparation method of high-solid content low-viscosity polymer polylol according to claim 2, it is characterized in that: described bed material polymer polyatomic alcohol is from prepared polymer polyatomic alcohol in the batch technology or be selected from the prepared polymer polyatomic alcohol product of continuous processing, and its add-on is 10～50% of a product gross weight.
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Cited By (17)
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| CN101967217A (en) * | 2010-09-28 | 2011-02-09 | 山东蓝星东大化工有限责任公司 | Improved method for producing polymer polyol |
| CN102241799A (en) * | 2010-05-11 | 2011-11-16 | 天津大沽化工股份有限公司 | Synthesis method of polymer polyol |
| CN102807654A (en) * | 2012-08-31 | 2012-12-05 | 句容宁武新材料发展有限公司 | Preparation method of polyether polyol for polyurethane foam and application of prepared product |
| CN103254367A (en) * | 2013-05-24 | 2013-08-21 | 淄博德信联邦化学工业有限公司 | Method for preparing polymer polyol |
| CN103923270A (en) * | 2014-05-09 | 2014-07-16 | 河北亚东化工集团有限公司 | Intermittent method for preparing low viscosity and high-activity polymer polyhydric alcohols |
| CN104045776A (en) * | 2013-03-11 | 2014-09-17 | 中国石油化工集团公司 | Post-treatment system and post-treatment method for delaying pipeline plugging during production of polymer polyol |
| CN104045791A (en) * | 2013-03-11 | 2014-09-17 | 中国石油化工集团公司 | Preparation method of polymer polyol |
| CN104045773A (en) * | 2013-03-11 | 2014-09-17 | 中国石油化工集团公司 | Preparation method for polymer polyol |
| CN105622861A (en) * | 2014-11-05 | 2016-06-01 | 中国石油化工集团公司 | Continuous polymer polyol preparation method |
| CN105949408A (en) * | 2016-06-21 | 2016-09-21 | 万华化学集团股份有限公司 | Preparation method of low-viscosity polymer polylol |
| CN106188425A (en) * | 2016-07-30 | 2016-12-07 | 山东隆华新材料股份有限公司 | Without removing POP and the production method thereof that chain-transferring agent method produces |
| CN106866893A (en) * | 2017-03-06 | 2017-06-20 | 索进（厦门）化工技术有限公司 | A kind of preparation method for preparing the low VOC polymer polyatomic alcohols of high solids content |
| CN109721703A (en) * | 2018-12-30 | 2019-05-07 | 淮安巴德聚氨酯科技有限公司 | A kind of preparation method of high-performance dispersing agent, polymer polyatomic alcohol and polyurethane foam |
| CN110305264A (en) * | 2019-06-13 | 2019-10-08 | 佳化化学科技发展（上海）有限公司 | A kind of fire resistant polymer polylol, synthetic method and application |
| CN110845693A (en) * | 2019-11-08 | 2020-02-28 | 苏州库凌科高分子新材料有限公司 | Polyurethane V0-grade flame-retardant sponge composition |
| WO2021196226A1 (en) * | 2020-04-03 | 2021-10-07 | 万华化学集团股份有限公司 | Reaction system for preparing polymer polyol and method for preparing polymer polyol |
| CN115746220A (en) * | 2022-11-25 | 2023-03-07 | 山东隆华新材料股份有限公司 | Preparation method of high-openness polymer polyol |
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2008
- 2008-10-15 CN CNA2008101523294A patent/CN101429321A/en active Pending
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| CN102241799A (en) * | 2010-05-11 | 2011-11-16 | 天津大沽化工股份有限公司 | Synthesis method of polymer polyol |
| CN101967217A (en) * | 2010-09-28 | 2011-02-09 | 山东蓝星东大化工有限责任公司 | Improved method for producing polymer polyol |
| CN102807654A (en) * | 2012-08-31 | 2012-12-05 | 句容宁武新材料发展有限公司 | Preparation method of polyether polyol for polyurethane foam and application of prepared product |
| CN104045773B (en) * | 2013-03-11 | 2018-11-09 | 中国石油化工集团公司 | A kind of preparation method of polymer polyatomic alcohol |
| CN104045776B (en) * | 2013-03-11 | 2018-05-04 | 中国石油化工集团公司 | The after-treatment system and method for delaying pipe blockage in polymer polyol alcohol production |
| CN104045776A (en) * | 2013-03-11 | 2014-09-17 | 中国石油化工集团公司 | Post-treatment system and post-treatment method for delaying pipeline plugging during production of polymer polyol |
| CN104045791A (en) * | 2013-03-11 | 2014-09-17 | 中国石油化工集团公司 | Preparation method of polymer polyol |
| CN104045773A (en) * | 2013-03-11 | 2014-09-17 | 中国石油化工集团公司 | Preparation method for polymer polyol |
| CN103254367B (en) * | 2013-05-24 | 2015-07-15 | 淄博德信联邦化学工业有限公司 | Method for preparing polymer polyol |
| CN103254367A (en) * | 2013-05-24 | 2013-08-21 | 淄博德信联邦化学工业有限公司 | Method for preparing polymer polyol |
| CN103923270A (en) * | 2014-05-09 | 2014-07-16 | 河北亚东化工集团有限公司 | Intermittent method for preparing low viscosity and high-activity polymer polyhydric alcohols |
| CN105622861A (en) * | 2014-11-05 | 2016-06-01 | 中国石油化工集团公司 | Continuous polymer polyol preparation method |
| CN105622861B (en) * | 2014-11-05 | 2018-12-07 | 中国石油化工集团公司 | A method of continuously preparing polymer polyatomic alcohol |
| CN105949408A (en) * | 2016-06-21 | 2016-09-21 | 万华化学集团股份有限公司 | Preparation method of low-viscosity polymer polylol |
| CN105949408B (en) * | 2016-06-21 | 2018-04-20 | 万华化学集团股份有限公司 | The preparation method of low viscosity polymer polyols |
| CN106188425A (en) * | 2016-07-30 | 2016-12-07 | 山东隆华新材料股份有限公司 | Without removing POP and the production method thereof that chain-transferring agent method produces |
| CN106188425B (en) * | 2016-07-30 | 2018-06-22 | 山东隆华新材料股份有限公司 | The POP and its production method of chain-transferring agent method production need not be removed |
| CN106866893A (en) * | 2017-03-06 | 2017-06-20 | 索进（厦门）化工技术有限公司 | A kind of preparation method for preparing the low VOC polymer polyatomic alcohols of high solids content |
| CN106866893B (en) * | 2017-03-06 | 2019-12-24 | 索进（厦门）化工技术有限公司 | Preparation method for preparing high-solid-content low-VOC polymer polyol |
| CN109721703A (en) * | 2018-12-30 | 2019-05-07 | 淮安巴德聚氨酯科技有限公司 | A kind of preparation method of high-performance dispersing agent, polymer polyatomic alcohol and polyurethane foam |
| CN110305264A (en) * | 2019-06-13 | 2019-10-08 | 佳化化学科技发展（上海）有限公司 | A kind of fire resistant polymer polylol, synthetic method and application |
| CN110845693A (en) * | 2019-11-08 | 2020-02-28 | 苏州库凌科高分子新材料有限公司 | Polyurethane V0-grade flame-retardant sponge composition |
| WO2021196226A1 (en) * | 2020-04-03 | 2021-10-07 | 万华化学集团股份有限公司 | Reaction system for preparing polymer polyol and method for preparing polymer polyol |
| CN115746220A (en) * | 2022-11-25 | 2023-03-07 | 山东隆华新材料股份有限公司 | Preparation method of high-openness polymer polyol |
| CN115746220B (en) * | 2022-11-25 | 2023-05-26 | 山东隆华新材料股份有限公司 | Method for preparing high open cell polymer polyol |
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Application publication date: 20090513 |