CN102304210A - Bisphenol-S phenolic resin and preparation method thereof - Google Patents
Bisphenol-S phenolic resin and preparation method thereof Download PDFInfo
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- CN102304210A CN102304210A CN 201110168763 CN201110168763A CN102304210A CN 102304210 A CN102304210 A CN 102304210A CN 201110168763 CN201110168763 CN 201110168763 CN 201110168763 A CN201110168763 A CN 201110168763A CN 102304210 A CN102304210 A CN 102304210A
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- resol
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Abstract
The invention belongs to the field of polymer compounds, and in particular relates to bisphenol-S phenolic resin and a preparation method thereof. The preparation method for the bisphenol-S phenolic resin comprises the following steps of: uniformly mixing bisphenol-S and aldehyde in a molar ratio of 1:(0.1-20) in a reaction kettle, wherein the bisphenol-S is dissolved with a solvent; and adding acid or base catalyst, reacting at the temperature of between 40 and 150DEG C for 1 to 20 hours, removing the solvent and water generated in reaction, and thus obtaining the bisphenol-S phenolic resin. The invention has the advantages that: the cost of raw materials is low, the method is simple, and the bisphenol-S phenolic resin has high high-temperature resistance and high mechanical properties.
Description
Technical field
The invention belongs to the macromolecular compound field, particularly bisphenol S resol and preparation method thereof.
Background technology
Resol is a kind of prior resin; Because its raw material is easy to get; Synthetic convenient; And have certain mechanical strength and a resistance toheat; Especially has outstanding anti-TRANSIENT HIGH TEMPERATURE ablation property; And resin itself has the leeway of extensive modification again, so resol and matrix material thereof are of many uses aspect civilian and military project, is mainly used in matrix materials such as sizing agent, coating, ion exchange resin, manufacturing glass filament reinforced plastics, carbon fiber reinforced plastics.
Bisphenol S and aldehyde react to each other and possibly form the line style polycondensation product, also possibly form the polycondensation product of three dimensional structure, and this type with two kinds of monomeric mol ratios and catalyzer is relevant.According to the pertinent literature report, Zhao Chunling, Tan Xiaoming etc. use bisphenol A modified formaldehyde phenolic resin; With phenol synthetic formaldehyde phenolic resin, it is big to have overcome fragility, the shortcoming that water-absorbent is high than tradition; Have good snappiness and moisture resistance, but it is not enough to some extent on temperature tolerance.Can cross steady in a long-term the use at resol common below 200 ℃, in case surpass 200 ℃, apparent in view oxidation can take place, be characteristics of the present invention so improve the temperature tolerance of resol.
This experiment is catalyzer through being raw material with bisphenol S and aldehyde with acidity or alkalescence, has synthesized bisphenol S resol.Its synthesis method is simple to operate, and product has outstanding temperature tolerance, and certain mechanical strength is arranged.
Summary of the invention
The object of the present invention is to provide a kind of bisphenol S resol and preparation method thereof.
Bisphenol S resol proposed by the invention, reaction equation are shown in (I).
The method for preparing bisphenol S resol proposed by the invention; It is characterized in that: described synthesis step is to be that 1: 0.1～20 bisphenol S and aldehyde mix in reaction kettle with molar weight; Bisphenol S dissolution with solvents wherein; The acidity or the basic catalyst of adding 0.1%～10%; Reacted 1～20 hour down at 40～150 ℃; Remove the water that desolvates and react generation, obtain bisphenol S resol at last.
The present invention be with acid or alkali as catalyzer, product is a bisphenol S resol.Advantage of the present invention is that raw material is cheap, and synthesis technique is simple, and it is strong that this bisphenol S resol has a temperature tolerance than traditional resol, the advantage that snappiness is good.
Description of drawings, figure one are the infrared figure of bisphenol S formaldehyde phenolic resin
See accompanying drawing figure one explanation by the infrared spectrum of product, we can find out, near the stretching vibration that is absorbed as phenolic hydroxyl group 3370.4cm-1 at the 2924.4cm-1 place is-absorption of CH2-, can illustrate that this method has generated the bisphenol S formaldehyde phenolic resin.
Embodiment
Embodiment one
In the 250mL three neck round-bottomed flasks that mechanical stirring and reflux condensate device are housed, add the bisphenol S of 25g and the formaldehyde of 7.8g, wherein bisphenol S is with the dissolve with ethanol of 40g, and the oxalic acid that adds 0.26g again reacted 8 hours down at 75 ℃ as catalyzer.After reaction was accomplished, distillation was removed unnecessary solvent and is reacted the water that produces, and the solid that obtains is repeatedly with washing, and dehydration at last obtains product.
Embodiment two
In the 250mL three neck round-bottomed flasks that mechanical stirring and reflux condensate device are housed, add the bisphenol S of 50g and the formaldehyde of 15.6g, wherein bisphenol S is with the dissolve with ethanol of 90g, and the oxalic acid that adds 0.5g again reacted 8 hours down at 75 ℃ as catalyzer.After reaction was accomplished, distillation was removed unnecessary solvent and is reacted the water that produces, and the solid that obtains is repeatedly with washing, and dehydration at last obtains the bisphenol S formaldehyde phenolic resin.
Embodiment three
In the 250mL three neck round-bottomed flasks that mechanical stirring and reflux condensate device are housed, add the bisphenol S of 25g and the formaldehyde solution of 16.2g, wherein bisphenol S is with the dissolve with ethanol of 40g, and the sodium hydroxide that adds 0.3g again reacted 8 hours down at 75 ℃ as catalyzer.After reaction was accomplished, distillation was removed unnecessary solvent and is reacted the water that produces, and the solid that obtains is repeatedly with washing, and dehydration at last obtains the bisphenol S formaldehyde phenolic resin.
Embodiment four
In the 250mL three neck round-bottomed flasks that mechanical stirring and reflux condensate device are housed, add the bisphenol S of 25g and the formaldehyde solution of 7.8g, wherein bisphenol S is with the propyl carbinol dissolving of 50g, and the oxalic acid that adds 0.26g again reacted 8 hours down at 75 ℃ as catalyzer.After reaction was accomplished, distillation was removed unnecessary solvent and is reacted the water that produces, and the solid that obtains is repeatedly with washing, and dehydration at last obtains the bisphenol S formaldehyde phenolic resin.
Embodiment five
In the 250mL three neck round-bottomed flasks that mechanical stirring and reflux condensate device are housed, add the bisphenol S of 25g and the formaldehyde solution of 7.8g, wherein bisphenol S is with the propyl carbinol dissolving of 50g, and the oxalic acid that adds 0.26g again reacted 10 hours down at 90 ℃ as catalyzer.After reaction was accomplished, distillation was removed unnecessary solvent and is reacted the water that produces, and the solid that obtains is repeatedly with washing, and dehydration at last obtains the bisphenol S formaldehyde phenolic resin.
Embodiment six
In the 250mL three neck round-bottomed flasks that mechanical stirring and reflux condensate device are housed, add the bisphenol S of 25g and the formaldehyde solution of 7.8g, wherein bisphenol S is with the propyl carbinol dissolving of 50g, and the hydrochloric acid that adds 0.26g again reacted 10 hours down at 80 ℃ as catalyzer.After reaction was accomplished, distillation was removed unnecessary solvent and is reacted the water that produces, and the solid that obtains is repeatedly with washing, and dehydration at last obtains bisphenol S resol.
Description of drawings
Fig. 1. the infrared spectrum of product
Claims (7)
1. a bisphenol S resol is characterized in that: be the bisphenol S resol shown in structure (I)
2. the preparation method of bisphenol S resol according to claim 1; It is characterized in that: described synthesis step is to be that 1: 0.1～20 bisphenol S and aldehyde mix in reaction kettle with molar weight; Bisphenol S dissolution with solvents wherein; Add 0.1～10% acidity or basic catalyst, reacted 1～20 hour down at 40～150 ℃.After reaction was accomplished, distillation was removed unnecessary solvent and is reacted the water that produces, and the product that obtains is repeatedly with washing, and dehydration at last obtains bisphenol S resol.
3. according to the preparation method of right 2 described bisphenol S resol; Its characterization step is that the weight of adding solvent and the mass ratio of bisphenol S are 0.1～50: 1, and used solvent is meant one or more in methyl alcohol, ethanol, terepthaloyl moietie, propyl alcohol, butanols, ketone (acetone, butanone, pimelinketone, methylethylketone etc.), ester (ethyl acetate, ethyl formate), aromatic hydrocarbons (benzene,toluene,xylene), DMSO, the dioxane isopolarity solvent.
4. according to right 2 or 3 described preparing methods, it is characterized in that said an acidic catalyst refers to hydrochloric acid, one or more in the organic-inorganic acid such as oxalic acid; Basic catalyst refers to one or more in the organic-inorganic alkali such as lithium hydroxide, sodium hydroxide, potassium hydroxide, ammoniacal liquor, organic hydroxide ammonium, compound alkali.
5. according to right 2 or 3 described preparing methods, the R group that it is characterized in that said aldehydes is a kind of in hydrogen, methyl, ethyl, furyl, phenyl, the nonyl etc.
6. according to right 2 or 3 described preparing methods, it is characterized in that said aldehydes is one or several in formaldehyde, acetaldehyde, propionic aldehyde, furfural, phenyl aldehyde, the aldehyde C-9 etc.
7. according to right 2 or 4 described preparing methods, it is characterized in that described catalyst levels is 0.1%～10% of a bisphenol S quality.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110168763 CN102304210A (en) | 2011-06-17 | 2011-06-17 | Bisphenol-S phenolic resin and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN 201110168763 CN102304210A (en) | 2011-06-17 | 2011-06-17 | Bisphenol-S phenolic resin and preparation method thereof |
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| CN102304210A true CN102304210A (en) | 2012-01-04 |
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| CN 201110168763 Pending CN102304210A (en) | 2011-06-17 | 2011-06-17 | Bisphenol-S phenolic resin and preparation method thereof |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104072942A (en) * | 2013-03-27 | 2014-10-01 | 住友电木株式会社 | Resin composition for wet friction material, phenolic resin for wet friction material and wet friction material |
| CN106317351A (en) * | 2016-08-30 | 2017-01-11 | 山东圣泉新材料股份有限公司 | Phenol-formaldehyde resin and preparation method thereof |
| CN110591026A (en) * | 2019-09-12 | 2019-12-20 | 陕西科技大学 | BPA-GA phenolic resin and preparation method thereof |
| CN113929846A (en) * | 2021-10-22 | 2022-01-14 | 西北工业大学 | High-carbon-formation-rate water-soluble phenolic resin and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1508165A (en) * | 2002-12-17 | 2004-06-30 | 中国科学院理化技术研究所 | Bisphenol-formaldehyde phenolic resin passive optical waveguide material and use thereof |
| CN1675273A (en) * | 2002-08-30 | 2005-09-28 | 旭有机材工业株式会社 | Process for producing phenolic novolak |
| CN101104671A (en) * | 2006-07-13 | 2008-01-16 | 长春人造树脂厂股份有限公司 | Phenol resin and its preparing method and use |
-
2011
- 2011-06-17 CN CN 201110168763 patent/CN102304210A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1675273A (en) * | 2002-08-30 | 2005-09-28 | 旭有机材工业株式会社 | Process for producing phenolic novolak |
| CN1508165A (en) * | 2002-12-17 | 2004-06-30 | 中国科学院理化技术研究所 | Bisphenol-formaldehyde phenolic resin passive optical waveguide material and use thereof |
| CN101104671A (en) * | 2006-07-13 | 2008-01-16 | 长春人造树脂厂股份有限公司 | Phenol resin and its preparing method and use |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104072942A (en) * | 2013-03-27 | 2014-10-01 | 住友电木株式会社 | Resin composition for wet friction material, phenolic resin for wet friction material and wet friction material |
| US9862823B2 (en) | 2013-03-27 | 2018-01-09 | Sumitomo Bakelite Co., Ltd. | Resin composition for wet friction material, phenolic resin for wet friction material and wet friction material |
| CN106317351A (en) * | 2016-08-30 | 2017-01-11 | 山东圣泉新材料股份有限公司 | Phenol-formaldehyde resin and preparation method thereof |
| CN110591026A (en) * | 2019-09-12 | 2019-12-20 | 陕西科技大学 | BPA-GA phenolic resin and preparation method thereof |
| CN113929846A (en) * | 2021-10-22 | 2022-01-14 | 西北工业大学 | High-carbon-formation-rate water-soluble phenolic resin and preparation method thereof |
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Application publication date: 20120104 |