CN103709392A - Preparation method of polyether polyol for automobile sealant - Google Patents
Preparation method of polyether polyol for automobile sealant Download PDFInfo
- Publication number
- CN103709392A CN103709392A CN201310628896.3A CN201310628896A CN103709392A CN 103709392 A CN103709392 A CN 103709392A CN 201310628896 A CN201310628896 A CN 201310628896A CN 103709392 A CN103709392 A CN 103709392A
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- CN
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- Prior art keywords
- preparation
- polyether glycol
- intermediate product
- automobile sealant
- epoxy compounds
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- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 229920000570 polyether Polymers 0.000 title claims abstract description 35
- 239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- 239000000565 sealant Substances 0.000 title claims abstract description 19
- 229920005862 polyol Polymers 0.000 title abstract description 8
- 150000003077 polyols Chemical class 0.000 title abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims abstract description 24
- 239000000047 product Substances 0.000 claims abstract description 24
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 20
- 150000001875 compounds Chemical class 0.000 claims abstract description 19
- 239000004593 Epoxy Substances 0.000 claims abstract description 17
- 239000013067 intermediate product Substances 0.000 claims abstract description 16
- 239000003054 catalyst Substances 0.000 claims abstract description 12
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 10
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000000391 magnesium silicate Substances 0.000 claims abstract description 9
- 229910052919 magnesium silicate Inorganic materials 0.000 claims abstract description 9
- 235000019792 magnesium silicate Nutrition 0.000 claims abstract description 9
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract description 7
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 61
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 26
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 18
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 16
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 15
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 10
- 230000000977 initiatory effect Effects 0.000 claims description 8
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
- 238000010792 warming Methods 0.000 claims description 6
- 235000011187 glycerol Nutrition 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical class CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 125000003158 alcohol group Chemical group 0.000 claims description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 24
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical group [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 15
- 229910052757 nitrogen Inorganic materials 0.000 description 12
- 229910001220 stainless steel Inorganic materials 0.000 description 8
- 239000010935 stainless steel Substances 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 5
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 229910001414 potassium ion Inorganic materials 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Polyethers (AREA)
Abstract
The invention relates to a preparation method of polyether polyol for a novel-automobile sealant. The preparation method comprises the following steps that 1, polyol and an epoxy compound undergo a polymerization reaction in the presence of an alkali metal hydroxide as a catalyst, the polymerization product is added with phosphoric acid and magnesium silicate, and the mixture is filtered so that an intermediate product A is obtained; 2, the intermediate product A is added with a bimetallic catalyst and phosphoric acid, the mixture is added with an epoxy compound and the mixture undergoes a reaction to produce an intermediate product B; and 3, the intermediate product B is added with an epoxy compound and the mixture undergoes a polymerization reaction so that a product is obtained. The polyether polyol obtained by the preparation method has high molecular weight, structured distribution and low viscosity. Compared with the general polyether polyol in the market, the polyether polyol obtained by the preparation method has the advantages of high molecular weight, stable reaction activity, low unsaturation degree, no primary hydroxyl group and low water content.
Description
Technical field
The invention belongs to chemical field, be specifically related to the preparation method of polyether glycol for a kind of new automobile seal gum.
Background technology
Along with the fast development of Domestic Automotive Industry, the vapour sealant for vehicle market requirement strengthens day by day.In new automobile structure, introduce a large amount of light-weight metals, matrix material and plastics, cause the sustainable growth of vapour sealant for vehicle, when automobile sealant manufacturer is used traditional general Contents In Polyether Polyol to produce seal gum product, because traditional general polyether glycol activity is unstable, the higher grade of water content causes side reaction in seal gum production process to occur, exist performed polymer to gather still equivalent risk, the shortcomings such as the seal gum that traditional polyether glycol makes has product tensile strength and elongation at break is on the low side, poor storage stability.The stability that improves polyether product is the technical difficult point of polyether glycol of exploitation automobile sealant special use with the water content that reduces product.
Summary of the invention
The object of this invention is to provide the preparation method of polyether glycol for a kind of new automobile seal gum.
The preparation method of polyether glycol for automobile sealant of the present invention, comprises the following steps:
(1) polyvalent alcohol and epoxy compounds polymerization under alkali metal hydroxide katalysis, adds phosphoric acid, Magnesium Silicate q-agent, then filters to obtain intermediate product A;
(2) in intermediate product A, add bimetallic catalyst and sulfuric acid, then add epoxy compounds initiation reaction to obtain intermediate product B;
(3) intermediate product B adds epoxy compounds to carry out polyreaction, prepares product.
Described epoxy compounds is propylene oxide, and alkali metal hydroxide is KOH, and bimetallic catalyst is DMC.
Described polyvalent alcohol functionality is 2～3.
Described polyvalent alcohol is propylene glycol, ethylene glycol, and Diethylene Glycol, dipropylene glycol, glycerine, l, l, one or more arbitrary proportions of 1-trimethylolethane mix.
In step (1), the mass ratio of multicomponent alcoholics compound, alkali metal hydroxide, epoxy compounds, phosphoric acid and Magnesium Silicate q-agent is: (72～88): (1.3～1.5): (390～395): (4～5): 1.
The condition of step (1) polyreaction is: 60～100 ℃, 0.2～0.4MPa react 1～3h, are then warming up to 90～120 ℃, react 1～3 hour under 0.05～0.1MPa.
Step (2) intermediate product A, bimetallic catalyst, sulfuric acid and epoxy compounds mass ratio are (23400～23000): (5.5～5.7): 1: (6600～6700).
The temperature of step (2) initiation reaction is that 60～70 ℃, pressure are 0.1～0.4MPa.
The mass ratio of step (3) intermediate product B and epoxy compounds is 1: 5～5.5.
In step (3), polymeric reaction temperature is 100～140 ℃, and pressure is-0.04～0.15MPa.
Compared with prior art, the present invention has following beneficial effect:
1, the polyether glycol molecular weight that utilizes method provided by the invention to make is higher and distribute regularly, and viscosity is lower, and on contrast market, to have molecular weight high for the general polyether glycol trade mark, reactive behavior is stable, the advantages such as degree of unsaturation is low, and primary hydroxyl is 0, and water content is low.
2, the polyether glycol that utilizes method provided by the invention to make is applied to can lower in automobile sealant production process the features such as stability in storage of the danger of the poly-still of performed polymer, the tensile strength that improves seal gum goods and elongation at break, raising seal gum.
Embodiment
Below in conjunction with embodiment, the present invention is described further.
Embodiment 1
Step 1
In the stainless steel cauldron of 3L, under temperature 60 C, pressure 0.1MPa condition, glycerine, propylene glycol, with mass ratio 3:2 charging, amounts to 400g.Add potassium hydroxide 7g, in reactor, carry out nitrogen replacement, survey oxygen level in still and be less than after 80ppm, vacuumize, nitrogen bubble 0.5h., after nitrogen pressurization, propylene oxide 1960g, from charging at the bottom of still, is warming up to 60 ℃ and reacts, pressure 0.2MPa, interior pressure reaction 2h, controls temperature 90, pressure 0.05MPa, after reaction finishes, add phosphoric acid, adsorption of magnesium silicate crystalline potassium ion, obtains products A 1 after filtration.
Step 2
In the stainless steel cauldron of 3L, under temperature 70 C, pressure 0.4MPa condition, step 1 products obtained therefrom A1 charging 350g, adds dmc catalyst 0.084g, sulfuric acid 0.015g, heat up and dewater, splash in advance 100g propylene oxide and carry out obtaining B1 after initiation reaction, continue to add propylene oxide 2350g, control during this time 140 ℃ of temperature, pressure 0.15MPa, removes excessive moisture and unreacted propylene oxide after reaction finishes, and cooling obtains product.
Embodiment 2
Step 1
In the stainless steel cauldron of 3L, under temperature 70 C, pressure 0.4MPa condition, glycerine, propylene glycol, with mass ratio 1:1 charging, amounts to 400g.Add potassium hydroxide 7g, in reactor, carry out nitrogen replacement, survey oxygen level in still and be less than after 80ppm, vacuumize, nitrogen bubble 0.5h., after nitrogen pressurization, propylene oxide 1960g, from charging at the bottom of still, is warming up to 100 ℃ and reacts, pressure 0.4MPa, interior pressure reaction 2h, controls 120 ℃ of temperature, pressure 0.1MPa, after reaction finishes, add phosphoric acid, adsorption of magnesium silicate crystalline potassium ion, obtains products A 2 after filtration
Step 2
In the stainless steel cauldron of 3L, under temperature 70 C, pressure 0.4MPa condition, step 1 products obtained therefrom A2 charging 350g, adds dmc catalyst 0.084g, sulfuric acid 0.015g, heat up and dewater, splash in advance 100g propylene oxide and carry out obtaining B2 after initiation reaction, add propylene oxide 2350g, control during this time 140 ℃ of temperature, pressure 0.15MPa, removes excessive moisture and unreacted propylene oxide after reaction finishes, and cooling obtains product.
Embodiment 3
Step 1
In the stainless steel cauldron of 3L, under 64 ℃ of temperature, pressure 0.3MPa condition, glycerine, ethylene glycol, with mass ratio 1:1 charging, amounts to 400g.Add potassium hydroxide 7g, in reactor, carry out nitrogen replacement, survey oxygen level in still and be less than after 80ppm, vacuumize, nitrogen bubble 0.5h., after nitrogen pressurization, propylene oxide 1960g, from charging at the bottom of still, is warming up to 85 ℃ and reacts, pressure 0.3MPa, interior pressure reaction 2h, controls 111 ℃ of temperature, pressure 0.07MPa, after reaction finishes, add phosphoric acid, adsorption of magnesium silicate crystalline potassium ion, obtains products A 3 after filtration.
Step 2
In the stainless steel cauldron of 3L, under 64 ℃ of temperature, pressure 0.3Pa condition, step 1 products obtained therefrom A3 charging 350g, adds dmc catalyst 0.084g, sulfuric acid 0.015g, heat up and dewater, splash in advance 100g propylene oxide and carry out obtaining B3 after initiation reaction, add propylene oxide 2350g, control during this time 125 ℃ of temperature, pressure 0.08MPa, removes excessive moisture and unreacted propylene oxide after reaction finishes, and cooling obtains product.
Embodiment 4
Step 1
In the stainless steel cauldron of 3L, under 68 ℃ of temperature, pressure 0.3MPa condition, l, l, 1-trimethylolethane, propylene glycol, with mass ratio 1:1 charging, amounts to 400g.Add potassium hydroxide 7g, in reactor, carry out nitrogen replacement, survey oxygen level in still and be less than after 80ppm, vacuumize, nitrogen bubble 0.5h., after nitrogen pressurization, propylene oxide 1960g, from charging at the bottom of still, is warming up to 85 ℃ and reacts, and pressure is not higher than 0.4MPa, interior pressure reaction 2h, controls 106 ℃ of temperature, pressure 0.07MPa, after reaction finishes, add phosphoric acid, adsorption of magnesium silicate crystalline potassium ion, obtains products A 4 after filtration.
Step 2
In the stainless steel cauldron of 3L, under 66 ℃ of temperature, pressure 0.4MPa condition, step 1 products obtained therefrom A4 charging 350g, adds dmc catalyst 0.084g, sulfuric acid 0.015g, heat up and dewater, splash in advance 100g propylene oxide and carry out obtaining B4 after initiation reaction, add propylene oxide 2350g, control during this time 135 ℃ of temperature, pressure 0.09MPa, removes excessive moisture and unreacted propylene oxide after reaction finishes, and cooling obtains product.
By the resulting polyether glycol performance index of above-mentioned 4 embodiment in Table 1:
A table 14 embodiment gained polyether glycol performance index
The product that embodiment is made carries out performed polymer proof test, and polyethers use properties is evaluated:
The Contents In Polyether Polyol of getting embodiment 2 preparations carries out performed polymer test, and material is: polyether glycol, TDI.The key step of test is:
1, in proportion polyether glycol and TDI are mixed in proportion in there-necked flask
2, will in water-bath after there-necked flask, heat, and stir, maintain the temperature at 70 ℃.
Observe the gel time of polyether glycol in there-necked flask, as shown in table 2 below.
Table 2 performed polymer gel time
| ? | Gel time h |
| New automobile seal gum polyether glycol | 4h |
| The market universal product 1 | 2.5h |
| The market universal product 2 | 3h |
| The market universal product 3 | 2h |
Claims (10)
1. a preparation method for polyether glycol for automobile sealant, is characterized in that, comprises the following steps:
(1) polyvalent alcohol and epoxy compounds polymerization under alkali metal hydroxide katalysis, adds phosphoric acid, Magnesium Silicate q-agent, then filters to obtain intermediate product A;
(2) in intermediate product A, add bimetallic catalyst and sulfuric acid, then add epoxy compounds initiation reaction to obtain intermediate product B;
(3) intermediate product B adds epoxy compounds to carry out polyreaction, prepares product.
2. the preparation method of polyether glycol for automobile sealant according to claim 1, is characterized in that, the epoxy compounds described in step (1), (2) and (3) is propylene oxide, and alkali metal hydroxide is KOH, and bimetallic catalyst is DMC.
3. the preparation method of polyether glycol for automobile sealant according to claim 1, is characterized in that, described polyvalent alcohol functionality is 2～3.
4. the preparation method of polyether glycol for automobile sealant according to claim 3, is characterized in that, described polyvalent alcohol is propylene glycol, ethylene glycol, Diethylene Glycol, dipropylene glycol, glycerine, l, l, one or more arbitrary proportions of 1-trimethylolethane mix.
5. according to the automobile sealant described in claim 1 or 4, use the preparation method of polyether glycol, it is characterized in that, in step (1), the mass ratio of multicomponent alcoholics compound, alkali metal hydroxide, epoxy compounds, phosphoric acid and Magnesium Silicate q-agent is (72～88): (1.3～1.5): (390～395): (4～5): 1.
6. the preparation method of polyether glycol for automobile sealant according to claim 5, it is characterized in that, the condition of step (1) polyreaction is: 60～100 ℃, 0.2～0.4MPa react 1～3h, are then warming up to 90～120 ℃, react 1～3 hour under 0.05～0.1MPa.
7. the preparation method of polyether glycol for automobile sealant according to claim 1, it is characterized in that, step (2) intermediate product A, bimetallic catalyst, sulfuric acid and epoxy compounds mass ratio are: (23400～23000): (5.5～5.7): 1: (6600～6700).
8. the preparation method with polyether glycol according to automobile sealant described in claim 1 or 7, is characterized in that, the temperature of step (2) initiation reaction is that 60～70 ℃, pressure are 0.1～0.4MPa.
9. the preparation method of polyether glycol for automobile sealant according to claim 1, is characterized in that, the mass ratio of step (3) intermediate product B and epoxy compounds is: 1: 5～5.5.
10. the preparation method with polyether glycol according to the automobile sealant described in claim 1 or 9, is characterized in that, in step (3), polymeric reaction temperature is 100～140 ℃, and pressure is-0.04～0.15MPa.
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| CN201310628896.3A CN103709392B (en) | 2013-11-28 | 2013-11-28 | The preparation method of polyether polyol for automobile sealant |
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| CN201310628896.3A CN103709392B (en) | 2013-11-28 | 2013-11-28 | The preparation method of polyether polyol for automobile sealant |
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| CN103709392B CN103709392B (en) | 2016-01-20 |
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Cited By (3)
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| CN104497046A (en) * | 2015-01-16 | 2015-04-08 | 江苏长顺高分子材料研究院有限公司 | Organic alkoxide and preparation method thereof |
| CN106242954A (en) * | 2016-08-01 | 2016-12-21 | 山东诺威新材料有限公司 | The polyetheramine preparation method of low molecular polyether polyhydric alcohol |
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| CN106242954A (en) * | 2016-08-01 | 2016-12-21 | 山东诺威新材料有限公司 | The polyetheramine preparation method of low molecular polyether polyhydric alcohol |
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Address after: No. 25888 North Outer Ring Road, Huantai County, Zibo City, Shandong Province, 256400 Patentee after: Zhonghua Dongda (Zibo) Co.,Ltd. Country or region after: China Address before: 255086 No.29, Jiqing Road, high tech Zone, Zibo City, Shandong Province Patentee before: SHANDONG BLUESTAR DONGDA CO.,LTD. Country or region before: China |
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| CP03 | Change of name, title or address |