CN101367714A - Preparation method of bisphenol A polyethenoxy ether toughening agent - Google Patents
Preparation method of bisphenol A polyethenoxy ether toughening agent Download PDFInfo
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Abstract
The invention relates to a flexibilizer used in the series coatings of cathode electrophoresis coating and polyurethane, in particular to a preparation method of a bisphenol A polyoxyethylene ether flexibilizer. The method aims to resolve the technical problem that the cathode electrophoresis coating prepared by the prior art has poor flexibility, , anti-corrosion, as well as adhesive power between layers, the mechanical strength and the ageing-resistant performance, and week chemical resistance, the electrical property, and the like. The procedures of the preparation method are as follows: EO monomer is prepared in a measuring tank, and BPA, solid NaCO3 and KOH mixed catalyst are added in a reaction kettle and then are stirred, and the air is exhausted and the reaction kettle is closed; the EO monomer is added in drops into solid starting agent to conduct solid-liquid-phase reaction; the temperature is increased, and EO is added to have normal gas-liquid-phase reaction, and then the solution is treated by ageing, and the temperature of the solution is reduced, and phosphoric acid and polyether adsorbent are added to treat low-boiling residue and regulate the acidity; the solution is pressed and filtered, enough water and aluminosilicate adsorbent are added to remove water content and residual metal ion, thus the finished product is obtained.
Description
Technical field
The present invention relates to a kind of toughner that is used for cathode electrodip painting, urethane series coating, especially relate to a kind of preparation method of bisphenol A polyethenoxy ether toughening agent.
Background technology
Electrophoretic paint is realized lacquering by processes such as electrolysis, electrophoresis, galvanic deposit and electric osmoses, has the uniform characteristics of each position application of workpiece to complex geometry, forms paint film and has excellent erosion resistance.Chang Yong coating has polybutadiene anodic electrophoresis coating and acrylic anodic electrophoretic coating in the market, because coated article is an anode, in the process of galvanic deposit, coated article metal and surface treatment film are dissolved, and this not only makes the color burn of electrodeposition coating but also physics, mechanicalness, preservative property, weathering resistance are descended; Simultaneously when galvanic deposit, because the electrolysis of positive column water produces oxygen, this is for oxidated resin easily, influences very greatly, also must add oxidation inhibitor in case of necessity.Chinese patent discloses a kind of acrylic/polyurethane transparent cathode electrophoretic paint and preparation method thereof (publication number: CN 1807528A), its raw material by following weight part is formed: cationic acrylic polymer 52～85, blocked isocyanate linking agent 14.5～23.5, non-ionic type is or/and cationic surfactant 4.6～8, catalyzer 0.6～1.1, chain-transfer agent 0.5～0.8, deionized water 26～51; Cationic acrylic polymer is made up of the raw material of following weight part: Propenoic acid, 2-methyl, isobutyl ester 35～55, methyl methacrylate 23～43, methyl Propylene glycol monoacrylate 15～26, dimethylamino propyl ester Methacrylamide 13.5～23, Isooctyl methacrylate 13～28, azo two isobutyls are fine 0.5～1.2, Virahol 35～89; The blocked isocyanate linking agent be generally alicyclic or and/aliphatics; Non-ionic type is or/and the cationic surfactant tensio-active agent is smart lactic acid, and catalyzer is a bismuth class catalyzer, and chain-transfer agent is a mercaptan.Its preparation method is: drop into Virahol in reactor; be warming up to 105 ± 5 ℃; drip Propenoic acid, 2-methyl, isobutyl ester; methyl methacrylate; the methyl Propylene glycol monoacrylate; the mix monomer of dimethylamino propyl ester Methacrylamide and Isooctyl methacrylate; the dropping time is 6 hours ± 2 hours; dropwise insulation 2 hours ± 0.5 hour; add the warm and fine mercaptan of Virahol initiator azo two isobutyls in 1 hour ± 0.5 hour and make chain-transfer agent; dropwise 1.5 hours postcooling to 45 ± 5 of insulation ℃; the isocyanic ester that drops into sealing mixed 1 hour ± 0.5 hour; add smart lactic acid; catalyzer and deionized water mixing promptly got acrylic/polyurethane transparent cathode electrophoretic paint after 1 hour; protect with nitrogen in the reaction, molecular weight of product is controlled at 4000～6000.But the physical strength of the snappiness of the cathode electrodip painting that it prepares, preservative property and ply adhesion, coating, ageing-resistant performance is relatively poor, and chemical resistance and electrical property are not high.
Summary of the invention
The technical issues that need to address of the present invention provide a kind of preparation method of bisphenol A polyethenoxy ether toughening agent, it mainly is snappiness, preservative property and the ply adhesion that solves the cathode electrodip painting that existing in prior technology prepares, the physical strength of coating, ageing-resistant performance is relatively poor, the technical problem that chemical resistance and electrical property are not high.
Above-mentioned technical problem of the present invention is mainly solved by following technical proposals:
The preparation method of a kind of bisphenol A polyethenoxy ether toughening agent of the present invention is characterized in that:
Reaction equation:
Its concrete steps are:
A. get the EO monomer of 1100～1200 weight parts in the scale tank ready, in reactor, drop into the BPA of 900～1100 weight parts and the solid NaCO of 2～3 weight parts
3, the KOH mixed catalyst, NaCO3 part by weight≤10% in the mixed catalyst, after stirring, denitrogen is repeatedly got rid of residual air in the still, the off-response still;
B. begin the EO monomer of Dropwise 5 0～80 weight part in the solid initiator material that step a produces, carry out solid-liquid phase reaction first time after, drip the EO of 100～130 weight parts again, proceed the solid-liquid phase reaction second time;
C. after fully carrying out the solid-liquid phase reaction second time, heat up, feed the EO of 900～1100 weight parts, carry out normal gas-liquid phase reaction, wear out after logical material finishes;
D. the solution cooling that step b is produced is depressed into refining reaction still I, adds sufficient phosphoric acid and conventional polyethers sorbent material, and absorption, reduced pressure treatment low-boiling-point substance are adjusted product acidity≤0.1mgKOH/g;
E. import refining reaction still II after the solution press filtration that step c is produced, add the water and the adsorbin of capacity, under decompression state, remove moisture and kish ion, get finished product.
Low-boiling-point substance in the steps d mainly is meant lower molecular weight aldoketones material.
The EO monomer is an oxyethane, and BPA is a dihydroxyphenyl propane.By the substep solid-liquid phase reaction of step b, can solve the operational low temperature control difficulty that exothermic heat of reaction is brought, owing to be volatile gases under the EO normal temperature, once logical material too much brings conversion unit pressure excessive, the dangerous enhancing in addition.
The bisphenol A polyethenoxy ether molecular formula of preparing is:
As preferably, among the described step b for the first time the temperature of solid-liquid phase reaction be 20～25 ℃, the time of reaction is 30～50Min.
As preferably, among the described step b for the second time the temperature of solid-liquid phase reaction be 30～45 ℃, the time of reaction is 30～50Min.
As preferably, the temperature that heats up among the described step c is 150～160 ℃; The condition of normal gas-liquid phase reaction is pressure: 0.20～0.50Mpa, 150～170 ℃ of temperature.
As preferably, the aged time is 2～3h among the described step c.
As preferably, the quality that adds phosphoric acid in the described steps d accounts for 0.5～0.7% of total solution quality, add the polyethers sorbent material quality account for 0.15～0.40% of total solution quality.
As preferably, the quality that adds water among the described step e accounts for 2～5% water of total solution quality, add adsorbin quality account for 0.30～0.40% of total solution quality.
Therefore, the present invention has snappiness, preservative property and the ply adhesion that can improve cathode electrodip painting; Can improve the physical strength of coating, strengthen ageing-resistant performance, have characteristics such as good chemical resistance and electrical property.
Embodiment
Below by embodiment, technical scheme of the present invention is described in further detail.
Embodiment 1: the preparation method of the bisphenol A polyethenoxy ether toughening agent that this is routine is used for preparing molecular formula and is:
(n=3) product, its reaction equation is:
A. get the EO monomer of 1140 weight parts in the scale tank ready, in reactor, drop into the BPA of 1100 weight parts and the solid NaCO of 2.5 weight parts
3, the KOH mixed catalyst, after stirring, denitrogen is the off-response still repeatedly;
B. begin the EO of Dropwise 50 weight part in the solid initiator material that step a produces, carry out the solid-liquid phase reaction first time, the temperature of solid-liquid phase reaction is 20 ℃ for the first time, and the time of reaction is 30Min; And then drip the EO of 100 weight parts, and proceed solid-liquid phase reaction for the second time, the temperature of solid-liquid phase reaction is 30 ℃ for the second time, the time of reaction is 30Min;
C. after fully carrying out the solid-liquid phase reaction second time, be warming up to 150 ℃, feed the EO of 990 weight parts, remain on 0.20Mpa, carry out normal gas-liquid phase reaction under 150 ℃ of conditions, logical material finishes the aging 2h in back;
D. the solution cooling that step b is produced is depressed into refining reaction still I, adds the phosphoric acid of 11.2 weight parts and the polyethers sorbent material of 4.5 weight parts, absorption, reduced pressure treatment low-boiling-point substance and adjustment product acidity;
E. import refining reaction still II after the solution press filtration that step c is produced, add the water of 45 weight parts and the adsorbin of 7.2 weight parts, remove moisture and kish ion under decompression state, the qualified back press filtration of analysis moisture gets finished product.
Prepare bisphenol A polyethenoxy ether toughening agent performance index such as following table:
| Index name | Desired value |
| Outward appearance | Colourless to light yellow transparent liquid |
| Hydroxyl value mgKOH/g | 220～230 |
| Acid number mgKOH/g≤ | 0.1 |
| Moisture content %≤ | 0.1 |
| Color and luster Pt-Co number≤ | 80 |
| K +/ppm≤ | 10 |
| Na +/ppm≤ | 10 |
Embodiment 2: the preparation method of the bisphenol A polyethenoxy ether toughening agent that this is routine is used for preparing molecular formula and is:
(n=3) product, its reaction equation is:
A. get the EO monomer of 1145 weight parts in the scale tank ready, in reactor, drop into the BPA of 1100 weight parts and the solid NaCO of 2.5 weight parts
3, the KOH mixed catalyst, after stirring, denitrogen is the off-response still repeatedly;
B. begin the EO of Dropwise 50 weight part in the solid initiator material that step a produces, carry out the solid-liquid phase reaction first time, the temperature of solid-liquid phase reaction is 23 ℃ for the first time, and the time of reaction is 40Min; And then drip the EO of 100 weight parts, and proceed solid-liquid phase reaction for the second time, the temperature of solid-liquid phase reaction is 40 ℃ for the second time, the time of reaction is 40Min;
C. after fully carrying out the solid-liquid phase reaction second time, be warming up to 155 ℃, feed the EO of 995 weight parts, remain on 0.30Mpa, carry out normal gas-liquid phase reaction under 160 ℃ of conditions, logical material finishes the aging 2.5h in back;
D. the solution cooling that step b is produced is depressed into refining reaction still I, adds the phosphoric acid of 11.4 weight parts and the polyethers sorbent material of 4.6 weight parts, absorption, reduced pressure treatment low-boiling-point substance and adjustment product acidity;
E. import refining reaction still II after the solution press filtration that step c is produced, add the water of 52 weight parts and the adsorbin of 7.0 weight parts, remove moisture and kish ion under decompression state, the qualified back press filtration of analysis moisture gets finished product.
Prepare the bisphenol A polyethenoxy ether toughening agent performance index with embodiment 1.
Embodiment 3: the preparation method of the bisphenol A polyethenoxy ether toughening agent that this is routine is used for preparing molecular formula and is:
(n=3) product, its reaction equation is:
A. get the EO monomer of 1160 weight parts in the scale tank ready, in reactor, drop into the BPA of 1100 weight parts and the solid NaCO of 2.7 weight parts
3, the KOH mixed catalyst, after stirring, denitrogen is the off-response still repeatedly;
B. begin the EO of Dropwise 50 weight part in the solid initiator material that step a produces, carry out the solid-liquid phase reaction first time, the temperature of solid-liquid phase reaction is 25 ℃ for the first time, and the time of reaction is 50Min; And then drip the EO of 100 weight parts, and proceed solid-liquid phase reaction for the second time, the temperature of solid-liquid phase reaction is 45 ℃ for the second time, the time of reaction is 50Min;
C. after fully carrying out the solid-liquid phase reaction second time, be warming up to 160 ℃, feed the EO of 1010 weight parts, remain on 0.50Mpa, carry out normal gas-liquid phase reaction under 170 ℃ of conditions, logical material finishes the aging 3h in back;
D. the solution cooling that step b is produced is depressed into refining reaction still I, adds the phosphoric acid of 11.7 weight parts and the polyethers sorbent material of 5.0 weight parts, absorption, reduced pressure treatment low-boiling-point substance and adjustment product acidity;
E. import refining reaction still II after the solution press filtration that step c is produced, add the water of 50 weight parts and the adsorbin of 7.5 weight parts, remove moisture and kish ion under decompression state, the qualified back press filtration of analysis moisture gets finished product.
Prepare the bisphenol A polyethenoxy ether toughening agent performance index with embodiment 1.
Claims (7)
1. the preparation method of a bisphenol A polyethenoxy ether toughening agent is characterized in that:
A. get the EO monomer of 1100～1200 weight parts in the scale tank ready, in reactor, drop into the BPA of 900～1100 weight parts and the solid NaCO of 2～3 weight parts
3, the KOH mixed catalyst, NaCO3 part by weight≤10% in the mixed catalyst, after stirring, denitrogen is repeatedly got rid of residual air in the still, the off-response still;
B. begin the EO monomer of Dropwise 5 0～80 weight part in the solid initiator material that step a produces, carry out solid-liquid phase reaction first time after, drip the EO of 100～130 weight parts again, proceed the solid-liquid phase reaction second time;
C. after fully carrying out the solid-liquid phase reaction second time, heat up, feed the EO of 900～1100 weight parts, carry out normal gas-liquid phase reaction, wear out after logical material finishes;
D. the solution cooling that step b is produced is depressed into refining reaction still I, adds sufficient phosphoric acid and conventional polyethers sorbent material, and absorption, reduced pressure treatment low-boiling-point substance are adjusted product acidity≤0.1mgKOH/g;
E. import refining reaction still II after the solution press filtration that step c is produced, add the water and the adsorbin of capacity, under decompression state, remove moisture and kish ion, get finished product.
2. the preparation method of a kind of bisphenol A polyethenoxy ether toughening agent according to claim 1 is characterized in that among the described step b that the temperature of solid-liquid phase reaction is 20～25 ℃ for the first time, and the time of reaction is 30～50Min.
3. the preparation method of a kind of bisphenol A polyethenoxy ether toughening agent according to claim 1 is characterized in that among the described step b that the temperature of solid-liquid phase reaction is 30～45 ℃ for the second time, and the time of reaction is 30～50Min.
4. the preparation method of a kind of bisphenol A polyethenoxy ether toughening agent according to claim 1 is characterized in that the temperature that heats up among the described step c is 150～160 ℃; The condition of normal gas-liquid phase reaction is pressure: 0.20～0.50Mpa, 150～170 ℃ of temperature.
5. the preparation method of a kind of bisphenol A polyethenoxy ether toughening agent according to claim 1 is characterized in that the aged time is 2～3h among the described step c.
6. the preparation method of a kind of bisphenol A polyethenoxy ether toughening agent according to claim 1, it is characterized in that the quality that adds phosphoric acid in the described steps d accounts for 0.5～0.7% of total solution quality, add the polyethers sorbent material quality account for 0.15～0.40% of total solution quality.
7. the preparation method of a kind of bisphenol A polyethenoxy ether toughening agent according to claim 1, the quality that it is characterized in that adding among the described step e water accounts for 2～5% water of total solution quality, add adsorbin quality account for 0.30～0.40% of total solution quality.
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Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101613261B (en) * | 2009-07-30 | 2012-05-23 | 宜兴市宏博乳化剂有限公司 | Method for synthesizing bisphenol A ethoxy compound |
| CN103183820A (en) * | 2011-12-29 | 2013-07-03 | 辽宁奥克化学股份有限公司 | Preparation method of polyoxyethylene/propylene ether with low polyethylene/propylene glycol content |
| CN106397136A (en) * | 2016-08-31 | 2017-02-15 | 浙江皇马科技股份有限公司 | Synthesis method of bisphenol A polytetrahydrofuran ether |
| CN109265323A (en) * | 2018-08-23 | 2019-01-25 | 浙江三江化工新材料有限公司 | A kind of preparation method of Narrow Molecular Weight Distribution bisphenol A polyethenoxy ether |
| US10745585B2 (en) | 2015-10-02 | 2020-08-18 | Resinate Materials Group, Inc. | High performance coatings |
| CN111944315A (en) * | 2020-08-20 | 2020-11-17 | 安徽天虹电缆有限公司 | High-strength high-temperature-resistant oil-resistant cable material |
| CN112210273A (en) * | 2020-10-29 | 2021-01-12 | 浩力森化学科技（江苏）有限公司 | Halogen-free flame-retardant cationic electrodeposition coating |
| JP2021100922A (en) * | 2019-12-24 | 2021-07-08 | 日本乳化剤株式会社 | Method for producing reaction product of hydroxy group-containing compound with alkylene oxide |
| CN113897164A (en) * | 2021-10-26 | 2022-01-07 | 江苏大力士投资有限公司 | Marble adhesive with high adhesion and high toughness and preparation method thereof |
| CN114671996A (en) * | 2022-03-30 | 2022-06-28 | 上海古原草科技有限公司 | Polyurethane epoxy toughening agent and epoxy resin composition composed of same |
| CN114685777A (en) * | 2022-03-30 | 2022-07-01 | 三江乐天化工有限公司 | Bisphenol A polyoxyethylene ether synthesis process |
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- 2008-08-25 CN CN2008101203934A patent/CN101367714B/en active Active
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101613261B (en) * | 2009-07-30 | 2012-05-23 | 宜兴市宏博乳化剂有限公司 | Method for synthesizing bisphenol A ethoxy compound |
| CN103183820A (en) * | 2011-12-29 | 2013-07-03 | 辽宁奥克化学股份有限公司 | Preparation method of polyoxyethylene/propylene ether with low polyethylene/propylene glycol content |
| CN103183820B (en) * | 2011-12-29 | 2015-09-02 | 辽宁奥克化学股份有限公司 | A kind of method preparing the polyoxy second/propylene ether of oligomeric second/content of propylene glycol |
| US10745585B2 (en) | 2015-10-02 | 2020-08-18 | Resinate Materials Group, Inc. | High performance coatings |
| CN106397136A (en) * | 2016-08-31 | 2017-02-15 | 浙江皇马科技股份有限公司 | Synthesis method of bisphenol A polytetrahydrofuran ether |
| CN106397136B (en) * | 2016-08-31 | 2019-01-04 | 浙江皇马科技股份有限公司 | A kind of synthetic method of bisphenol-A polytetrahydrofuran ether |
| CN109265323A (en) * | 2018-08-23 | 2019-01-25 | 浙江三江化工新材料有限公司 | A kind of preparation method of Narrow Molecular Weight Distribution bisphenol A polyethenoxy ether |
| CN109265323B (en) * | 2018-08-23 | 2021-09-28 | 浙江三江化工新材料有限公司 | Preparation method of bisphenol A polyoxyethylene ether with narrow molecular weight distribution |
| JP7488648B2 (en) | 2019-12-24 | 2024-05-22 | 日本乳化剤株式会社 | Method for producing reaction product of hydroxyl group-containing compound and alkylene oxide |
| JP2021100922A (en) * | 2019-12-24 | 2021-07-08 | 日本乳化剤株式会社 | Method for producing reaction product of hydroxy group-containing compound with alkylene oxide |
| CN111944315A (en) * | 2020-08-20 | 2020-11-17 | 安徽天虹电缆有限公司 | High-strength high-temperature-resistant oil-resistant cable material |
| CN112210273A (en) * | 2020-10-29 | 2021-01-12 | 浩力森化学科技（江苏）有限公司 | Halogen-free flame-retardant cationic electrodeposition coating |
| CN113897164A (en) * | 2021-10-26 | 2022-01-07 | 江苏大力士投资有限公司 | Marble adhesive with high adhesion and high toughness and preparation method thereof |
| CN114671996A (en) * | 2022-03-30 | 2022-06-28 | 上海古原草科技有限公司 | Polyurethane epoxy toughening agent and epoxy resin composition composed of same |
| CN114685777A (en) * | 2022-03-30 | 2022-07-01 | 三江乐天化工有限公司 | Bisphenol A polyoxyethylene ether synthesis process |
| CN114685777B (en) * | 2022-03-30 | 2023-10-17 | 浙江浩浩化工有限公司 | Bisphenol A polyoxyethylene ether synthesis process |
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